Just had to throw in my two cents worth, as most of the books mentioned seemed to be fiction.

I have to say that David Gilmour's The Film Club contains the best father-son relationship that I've come across in a while. It's a story about Gilmour allowing his son to drop out of school as a teenager on the condition that they watch three movies a week together. Gilmour was the film critic on CBC for many years, and the movies act as a context for him to spend time with his son and offer life advice in a somewhat subtle way.